Hotels in Chestertown

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Mar 20 - Mar 21
Tonight
Check prices in Chestertown for tonight, Mar 20 - Mar 21
Mar 21 - Mar 22
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Check prices in Chestertown for tomorrow night, Mar 21 - Mar 22

Top Rated Chestertown Hotels

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

2.5 out of 5
150 Scheeler Road Chestertown MD
Free Cancellation
0.64 mi from city center
$111 nightly
The price is $123 total per night
$123 total
Mar 29 - Mar 30
Total with taxes and fees
Comfort Inn & Suites Chestertown features a gym, free WiFi in public areas, and a business center. If you drive, put free parking to good use. The 24-hour front desk has staff always at the ready. Additional amenities include a seasonal outdoor pool, coffee/tea in a common area, and a meeting room.
Pool
Breakfast included
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
Free Cancellation
Reserve now, pay when you stay
27.98 mi from city center
$157 nightly
The price is $179 total per night
$179 total
Apr 2 - Apr 3
Total with taxes and fees
At Historic Inns of Annapolis, guests have access to a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is available for USD 50.00 per night, and there's also limo/town car service. The front desk has multilingual staff on hand 24/7 to help with luggage storage, tours or tickets, and securing valuables. Other amenities at this historic hotel include conference space, coffee/tea in a common area, and express check-in.
Pet friendly
Free WiFi
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh

La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh

3 out of 5
4 Philadelphia Ct Rosedale MD
Free Cancellation
Reserve now, pay when you stay
24.05 mi from city center
$71 nightly
The price is $82 total per night
$82 total
Apr 5 - Apr 6
Total with taxes and fees
Guests of La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh enjoy a gym, free WiFi in public areas, and a business center. Free parking is included with your stay. The 24-hour front desk has multilingual staff ready to assist with securing valuables and concierge services. Additional amenities include coffee/tea in a common area, express check-in, and express check-out.
Breakfast included
Pet friendly
Hampton Inn Baltimore/Glen Burnie

Hampton Inn Baltimore/Glen Burnie

2.5 out of 5
6617 Ritchie Hwy Glen Burnie MD
Free Cancellation
Reserve now, pay when you stay
29.11 mi from city center
$93 nightly
The price is $107 total per night
$107 total
Apr 5 - Apr 6
Total with taxes and fees
Guests of Hampton Inn Baltimore/Glen Burnie enjoy access to free WiFi in public areas, conference space, and a 24-hour business center. If you plan to drive, free parking is available. Multilingual staff at the front desk are standing by 24/7 to help with luggage storage, dry cleaning/laundry, and securing valuables. Additional amenities include coffee/tea in a common area, express check-out, and a banquet hall.
Breakfast included
Pet friendly
Pendry Baltimore

Pendry Baltimore

5 out of 5
1715 Thames St. Baltimore MD
Free Cancellation
Reserve now, pay when you stay
28.3 mi from city center
$319 nightly
The price is $375 total per night
$375 total
Apr 5 - Apr 6
Total with taxes and fees
Guests of Pendry Baltimore enjoy a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is USD 65 per night if you plan to drive, or hop aboard the airport shuttle (available 24 hours) for USD 108.39 per vehicle one-way. The 24-hour front desk has staff standing by to help with dry cleaning/laundry, securing valuables, and concierge services. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury hotel include a business center, a seasonal outdoor pool, and a terrace.
Pool
Spa
Best Western Plus Hotel & Conference Center

Best Western Plus Hotel & Conference Center

2.5 out of 5
5625 O'Donnell Street Baltimore MD
Free Cancellation
Reserve now, pay when you stay
25.92 mi from city center
$107 nightly
The price is $125 total per night
$125 total
Mar 29 - Mar 30
Total with taxes and fees
Guests of Best Western Plus Hotel & Conference Center have access to an indoor pool, a gym, and free WiFi in public areas. There's free parking and a cruise ship terminal shuttle. The 24-hour front desk has multilingual staff ready to assist with luggage storage, tours or tickets, and dry cleaning/laundry. Additional amenities include a hot tub, meeting rooms, and a conference center.
Pool
Hot Tub
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

4 out of 5
80 Compromise St Annapolis MD
Free Cancellation
Reserve now, pay when you stay
27.93 mi from city center
$229 nightly
The price is $261 total per night
$261 total
Apr 12 - Apr 13
Total with taxes and fees
Annapolis Waterfront Hotel, Autograph Collection offers a 24-hour gym, a rooftop terrace, and free WiFi in public areas. Valet parking is available for USD 39 per day. The 24-hour front desk has staff standing by to help with dry cleaning/laundry, luggage storage, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include meeting rooms, conference space, and a 24-hour business center.
Pet friendly
Free WiFi
Hilton Garden Inn Baltimore/White Marsh

Hilton Garden Inn Baltimore/White Marsh

3 out of 5
5015 Campbell Boulevard Baltimore MD
Free Cancellation
Reserve now, pay when you stay
23.36 mi from city center
$102 nightly
The price is $117 total per night
$117 total
Mar 29 - Mar 30
Total with taxes and fees
At Hilton Garden Inn Baltimore/White Marsh, guests enjoy features like an indoor pool, a 24-hour gym, and free WiFi in public areas. If you drive, put free parking to good use. The front desk has multilingual staff standing by 24 hours a day to assist with securing valuables and dry cleaning/laundry. Other amenities at this family-friendly hotel include meeting rooms, a conference center, and a 24-hour business center.
Pool
Pet friendly
Courtyard by Marriott Baltimore Downtown/McHenry Row

Courtyard by Marriott Baltimore Downtown/McHenry Row

3 out of 5
1803 Porter Street Baltimore MD
Free Cancellation
Reserve now, pay when you stay
28.55 mi from city center
$116 nightly
The price is $136 total per night
$136 total
Apr 5 - Apr 6
Total with taxes and fees
Guests of Courtyard by Marriott Baltimore Downtown/McHenry Row enjoy a gym, free WiFi in public areas, and meeting rooms. If you drive, put free parking to good use. The 24-hour front desk has staff standing by to help with securing valuables and dry cleaning/laundry. Additional amenities include a computer station, a free grocery shopping service, and express check-in.
Parking included
Free WiFi
Hampton Inn & Suites Edgewood/Aberdeen-South

Hampton Inn & Suites Edgewood/Aberdeen-South

2.5 out of 5
2110 Emmorton Park Rd Edgewood MD
Free Cancellation
Reserve now, pay when you stay
20.73 mi from city center
$81 nightly
The price is $91 total per night
$91 total
Mar 31 - Apr 1
Total with taxes and fees
At Hampton Inn & Suites Edgewood/Aberdeen-South, guests have access to a gym, free WiFi in public areas, and meeting rooms. Free parking is available if you drive. Multilingual staff at the front desk are standing by 24/7 to help with dry cleaning/laundry, securing valuables, and access to locker space. Additional amenities include conference space, a 24-hour business center, and coffee/tea in a common area.
Breakfast included
Pet friendly
Hampton Inn Baltimore/White Marsh

Hampton Inn Baltimore/White Marsh

2.5 out of 5
8225 Town Center Drive Baltimore MD
Free Cancellation
Reserve now, pay when you stay
23.47 mi from city center
$95 nightly
The price is $110 total per night
$110 total
Mar 30 - Mar 31
Total with taxes and fees
Renovated in 2023, Hampton Inn Baltimore/White Marsh offers a gym, free WiFi in public areas, and a seasonal outdoor pool. Self parking is available for USD 4.10 per day. The 24-hour front desk has staff standing by to help with securing valuables and luggage storage. Additional amenities include coffee/tea in a common area, express check-in, and express check-out.
Pool
Breakfast included
Fairfield Inn & Suites by Marriott White Marsh

Fairfield Inn & Suites by Marriott White Marsh

3 out of 5
8477 Cordon Way Baltimore MD
Free Cancellation
Reserve now, pay when you stay
23.54 mi from city center
$110 nightly
The price is $127 total per night
$127 total
Mar 22 - Mar 23
Total with taxes and fees
Guests of Fairfield Inn & Suites by Marriott White Marsh enjoy a 24-hour gym, free WiFi in public areas, and a 24-hour business center. A stay here includes free parking. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry and securing valuables. Additional amenities include a seasonal outdoor pool, coffee/tea in a common area, and express check-in.
Pool
Breakfast included
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Cheap Chestertown hotels options

    Driftwood Inn

    Driftwood Inn

    609 Washington Avenue Chestertown MD
    $68 nightly
    The price is $75 total per night from Mar 21 to Mar 22
    $75 total
    Mar 21 - Mar 22
    Total with taxes and fees
    5.2/10 (175 reviews)
    Comfort Inn & Suites Chestertown

    Comfort Inn & Suites Chestertown

    150 Scheeler Road Chestertown MD
    $111 nightly
    The price is $123 total per night from Mar 29 to Mar 30
    $123 total
    Mar 29 - Mar 30
    Total with taxes and fees
    8.6/10 Excellent! (887 reviews)

Where should you stay in Chestertown?

What are some of the best hotels to stay with the kids in Chestertown?

Book one of these hotels for you and the kids in Chestertown. Comfort Inn & Suites Chestertown is a hotel offering free parking, free full breakfast, and laundry facilities. You and your family can also consider Red Roof Inn & Suites Chestertown, a hotel offering free parking, laundry facilities, and free WiFi.

What are some favorite hotels in Chestertown?

Here are some top hotels around Chestertown:

Close to central Chestertown, you'll find interesting places to visit like Historical Society of Kent County Maryland.

Chestertown hotels essential information

Accommodation
1,091 hotels
Lowest Price
$75
Highest Price
$375
Popular hotels
Comfort Inn & Suites Chestertown, Historic Inns of Annapolis, La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh, Hampton Inn Baltimore/Glen Burnie, Pendry Baltimore, Best Western Plus Hotel & Conference Center, Annapolis Waterfront Hotel, Autograph Collection, Hilton Garden Inn Baltimore/White Marsh, Courtyard by Marriott Baltimore Downtown/McHenry Row, Hampton Inn & Suites Edgewood/Aberdeen-South, Hampton Inn Baltimore/White Marsh, Fairfield Inn & Suites by Marriott White Marsh

Recent Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

5/5 Excellent
"Staff was all very nice and accomodating"
A verified traveler stayed at Historic Inns of Annapolis
Posted 2 hours ago
Historic Inns of Annapolis

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